4'-Methoxyacrylophenone

Base Information

• Chemical Name: 4'-Methoxyacrylophenone
• CAS No.: 7448-86-4
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• European Community (EC) Number: 838-841-8
• UNII: A8M9Z5074S
• DSSTox Substance ID: DTXSID90225482
• Nikkaji Number: J863.707E
• Wikidata: Q27273775
• Mol file: 7448-86-4.mol

Synonyms:4'-Methoxyacrylophenone;1-(4-methoxyphenyl)prop-2-en-1-one;1'-Oxoestragole;p-Methoxyacrylophenone;7448-86-4;p-Methoxyphenyl vinyl ketone;2-Propen-1-one, 1-(4-methoxyphenyl)-;ACRYLOPHENONE, 4'-METHOXY-;1-(4-Methoxyphenyl)-2-propen-1-one;BRN 2041093;UNII-A8M9Z5074S;A8M9Z5074S;4-08-00-00887 (Beilstein Handbook Reference);1-methoxy-4-acryloylbenzene;SCHEMBL546672;DTXSID90225482;AKOS014316244;CS-0238731;1-(P-METHOXYPHENYL)-2-PROPEN-1-ONE;EN300-200200;Q27273775

Chemical Property of 4'-Methoxyacrylophenone

Chemical Property:

• Vapor Pressure: 0.00875mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 266.2°Cat760mmHg
• Flash Point: 116.2°C
• PSA: 26.30000
• Density: 1.035g/cm³
• LogP: 2.06390
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

1-(4-methoxyphenyl)prop-2-en-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)C=C

Technology Process of 4'-Methoxyacrylophenone

There total 54 articles about 4'-Methoxyacrylophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

1-(4-methoxylphenyl)-2-propen-1-ol (51410-44-7) → 1-(4-methoxyphenyl)prop-2-en-1-one (7448-86-4)

Guidance literature:

With oxygen; palladium diacetate; In N,N-dimethyl-formamide; at 90 ℃; for 4h; under 760.051 Torr; Reagent/catalyst; Solvent; Catalytic behavior; Green chemistry;

DOI:10.1039/c4ra07478e

Reference yield: 96.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-(4-methoxyphenyl)ethanone (100-06-1) → 1-(4-methoxyphenyl)prop-2-en-1-one (7448-86-4)

Guidance literature:

With trifluoroacetic acid; diisopropylamine 2,2,2-trifluoroacetic acid salt; In tetrahydrofuran; for 2h; Reflux;

DOI:10.1016/j.tetlet.2014.10.019

Reference yield: 89.0%

1-(4-methoxyphenyl)-3-(phenylselanyl)propan-1-one (1474048-84-4) → 1-(4-methoxyphenyl)prop-2-en-1-one (7448-86-4)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h;

DOI:10.1055/s-0033-1338962

upstream raw materials:

3-dimethylamino-1-(4-methoxy-phenyl)-propan-1-one; hydrochloride

methoxybenzene

2-chloropropionyl chloride

1-(4-methoxylphenyl)-2-propen-1-ol

Downstream raw materials:

N,N-bis-[3-(4-methoxy-phenyl)-3-oxo-propyl]-O-methyl-hydroxylamine

4-Methoxypropiophenone

3-(4-methoxy-phenyl)-1-phenyl-4,5-dihydro-1H-pyrazole

1,4-bis(4-methoxyphenyl)butane-1,4-dione

Refernces

• 1、 Usui, Satoshi,Nishimoto, Jyunji,Ohkubo, Katsutoshi. "Substituent Effects on the Photosolvolyses of 2-Chloropropiophenones in 2,2,2-Trifluoroethanol". . p. 2015 - 2016. Retrieved 1994.
• 2、 Zhang, Ninghui,Zhang, Chunli,Hu, Xiaoping,Xie, Xin,Liu, Yuanhong. "Nickel-Catalyzed C(sp3)-H Functionalization of Benzyl Nitriles: Direct Michael Addition to Terminal Vinyl Ketones". supporting information. p. 6004 - 6009. Retrieved 2021/07/31.
• 3、 Delost, Michael D.,Njardarson, Jon T.. "Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures". supporting information. p. 6121 - 6125. Retrieved 2021/08/16.